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Cheap flights from Chattanooga to Chicago from $158

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chattanooga to Chicago departing on 12/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chattanooga to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:03 pm - 10:44 pmCHA-MDW
5h 41m1 stop
Delta Logo
6:00 am - 10:57 amMDW-CHA
3h 57m1 stop
$209Delta
Find Deal
Sat, Feb 21 - Tue, Feb 24
Delta Logo
7:25 am - 12:34 pmCHA-MDW
6h 09m1 stop
Delta Logo
9:34 am - 2:15 pmMDW-CHA
3h 41m1 stop
$224Delta
Find Deal
Wed, Dec 3 - Mon, Dec 8
Delta Logo
7:44 pm - 11:47 pmCHA-MDW
5h 03m1 stop
Delta Logo
6:00 am - 12:53 pmMDW-CHA
5h 53m1 stop
$244Delta
Find Deal
Mon, Dec 8 - Mon, Dec 15
Delta Logo
6:03 pm - 10:44 pmCHA-MDW
5h 41m1 stop
Delta Logo
7:17 pm - 10:57 amMDW-CHA
14h 40m2 stops
$277Delta
Find Deal
Sat, Feb 21 - Tue, Feb 24
Delta Logo
11:40 am - 4:25 pmCHA-MDW
5h 45m1 stop
Delta Logo
5:25 pm - 11:52 pmMDW-CHA
5h 27m1 stop
$279Delta
Find Deal
Thu, Mar 12 - Mon, Mar 23
Delta Logo
8:30 am - 2:40 pmCHA-MDW
7h 10m1 stop
Delta Logo
9:50 am - 2:31 pmMDW-CHA
3h 41m1 stop
$297Delta
Find Deal
Thu, Dec 25 - Fri, Jan 2
Delta Logo
6:03 pm - 10:44 pmCHA-MDW
5h 41m1 stop
Delta Logo
9:34 am - 2:25 pmMDW-CHA
3h 51m1 stop
$314Delta
Find Deal
Thu, Feb 19 - Sun, Feb 22
Delta Logo
6:03 pm - 10:44 pmCHA-MDW
5h 41m1 stop
Delta Logo
7:17 pm - 2:25 pmMDW-CHA
18h 08m2 stops
$346Delta
Find Deal
Sat, Feb 21 - Tue, Feb 24
Delta Logo
10:36 am - 2:44 pmCHA-MDW
5h 08m1 stop
Delta Logo
6:00 am - 12:41 pmMDW-CHA
5h 41m1 stop
$349Delta
Find Deal
Wed, Dec 24 - Tue, Dec 30
Delta Logo
7:59 pm - 9:05 amCHA-MDW
14h 06m1 stop
Delta Logo
9:50 am - 2:31 pmMDW-CHA
3h 41m1 stop
$351Delta
Find Deal
Fri, Dec 26 - Fri, Jan 2

Delta flights from Chattanooga to Chicago Midway Airport

Our best Delta deals on Chattanooga to Chicago Midway Airport flight tickets
Delta
Feb 21
CHA6:03 pmChattanooga Lovell Field
5h 41m
1 stop
MDW10:44 pmChicago Midway
Feb 24
MDW6:00 amChicago Midway
3h 57m
1 stop
CHA10:57 amChattanooga Lovell Field
$209
Find similar
Delta
Dec 3
CHA7:25 amChattanooga Lovell Field
6h 09m
1 stop
MDW12:34 pmChicago Midway
Dec 8
MDW9:34 amChicago Midway
3h 41m
1 stop
CHA2:15 pmChattanooga Lovell Field
$224
Find similar
Delta
Dec 8
CHA7:44 pmChattanooga Lovell Field
5h 03m
1 stop
MDW11:47 pmChicago Midway
Dec 15
MDW6:00 amChicago Midway
5h 53m
1 stop
CHA12:53 pmChattanooga Lovell Field
$244
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chattanooga to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 16, 2025.
Use the filters below to find and compare flights from Chattanooga to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Sat 2/21

6:03 pm-10:44 pm

1 stop5h 41m

Chicago Midway

Tue 2/24

6:00 am-10:57 am

1 stop3h 57m

$209

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Wed 12/3

7:25 am-12:34 pm

1 stop6h 09m

Chicago Midway

Mon 12/8

9:34 am-2:15 pm

1 stop3h 41m

$224

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Mon 12/8

7:44 pm-11:47 pm

1 stop5h 03m

Chicago Midway

Mon 12/15

6:00 am-12:53 pm

1 stop5h 53m

$244

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Sat 2/21

6:03 pm-10:44 pm

1 stop5h 41m

Chicago Midway

Tue 2/24

7:17 pm-10:57 am

2 stops14h 40m

$277

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Thu 3/12

11:40 am-4:25 pm

1 stop5h 45m

Chicago Midway

Mon 3/23

5:25 pm-11:52 pm

1 stop5h 27m

$279

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Thu 12/25

8:30 am-2:40 pm

1 stop7h 10m

Chicago Midway

Fri 1/2

9:50 am-2:31 pm

1 stop3h 41m

$297

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Thu 2/19

6:03 pm-10:44 pm

1 stop5h 41m

Chicago Midway

Sun 2/22

9:34 am-2:25 pm

1 stop3h 51m

$314

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Sat 2/21

6:03 pm-10:44 pm

1 stop5h 41m

Chicago Midway

Tue 2/24

7:17 pm-2:25 pm

2 stops18h 08m

$346

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Wed 12/24

10:36 am-2:44 pm

1 stop5h 08m

Chicago Midway

Tue 12/30

6:00 am-12:41 pm

1 stop5h 41m

$349

ChattanoogaChicago

CHA - MDW

CHAMDW

Chattanooga Lovell Field

Fri 12/26

7:59 pm-9:05 am

1 stop14h 06m

Chicago Midway

Fri 1/2

9:50 am-2:31 pm

1 stop3h 41m

$351

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Chattanooga to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of August is, on average, the cheapest month to fly to Chicago Midway Airport from Chattanooga, with most prices found around $208. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Chattanooga during the month March is also very affordable. Most momondo users find prices during this month for around $218.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Chattanooga. The lowest ticket price found for a Saturday departure recently was $196. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Chattanooga because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $398.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Chattanooga in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $327 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $335. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chattanooga to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chattanooga to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chattanooga to Chicago Midway Airport (CHA to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chattanooga to Chicago Midway Airport

Direct flights

None
There are no direct flights from Chattanooga to Chicago Midway Airport. There are no popular flight routes from Chattanooga to Chicago Midway Airport.
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  • How far is Chattanooga Lovell Field to Chicago Midway by plane?

    There are 483.7 mi between Chattanooga Lovell Field and Chicago Midway. In terms of flight time, this usually takes a little over 3h 27m.

  • When did momondo last update prices for flights from Chattanooga Lovell Field Airport to Chicago Midway Airport?

    Prices for flights from Chattanooga Lovell Field Airport to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chattanooga Lovell Field Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Chattanooga Lovell Field Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chattanooga Lovell Field Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chattanooga to Chicago Midway Airport?

Best airlines flying from Chattanooga to Chicago Midway Airport

Compare and see reviews for airlines that fly from Chattanooga to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $208Free CancellationRating
7.9
8,010 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Crown Point
Munster
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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Chattanooga to Chicago?

Finding the right flight to Chicago from Chattanooga is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Chattanooga to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Chattanooga on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chattanooga to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chattanooga to Chicago.

I’m not ready to book a flight from Chattanooga to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chattanooga to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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